$212 Find Cheap Flights from Hawaii to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Tue, Aug 25 - Sat, Aug 29
United Airlines Logo
1:00 pm - 5:41 am
LIH
-
ORD
11h 41m
1 stop
United Airlines Logo
1:58 pm - 8:14 pm
ORD
-
LIH
11h 16m
1 stop
$424United Airlines
Thu, Sep 24 - Wed, Sep 30
Delta Logo
8:32 pm - 1:44 pm
LIH
-
ORD
12h 12m
1 stop
Delta Logo
6:15 am - 5:40 pm
ORD
-
LIH
16h 25m
2 stops
$430Delta
Tue, Aug 25 - Fri, Aug 28
American Airlines Logo
12:59 pm - 5:00 am
LIH
-
ORD
11h 01m
1 stop
American Airlines Logo
11:52 am - 8:09 pm
ORD
-
LIH
13h 17m
1 stop
$468American Airlines
Thu, Sep 24 - Mon, Sep 28
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
7:20 am - 2:48 pm
ORD
-
KOA
12h 28m
1 stop
$520Multiple Airlines
Fri, Oct 23 - Sun, Nov 1
Multiple Airlines Logo
8:35 pm - 6:20 pm
HNL
-
ORD
16h 45m
2 stops
Multiple Airlines Logo
7:56 pm - 3:21 pm
ORD
-
HNL
23h 25m
1 stop
$524Multiple Airlines
Wed, Oct 21 - Sat, Oct 24
Alaska Airlines Logo
10:59 pm - 11:59 pm
OGG
-
ORD
20h 00m
1 stop
Alaska Airlines Logo
7:49 pm - 9:59 pm
ORD
-
OGG
31h 10m
1 stop
$553Alaska Airlines
Thu, Oct 22 - Sun, Oct 25
Southwest Logo
9:25 pm - 4:00 pm
HNL
-
MDW
13h 35m
2 stops
Southwest Logo
5:30 am - 12:30 pm
MDW
-
HNL
12h 00m
1 stop
$573Southwest
Thu, Oct 22 - Sun, Oct 25
Southwest Logo
9:25 pm - 4:00 pm
HNL
-
MDW
13h 35m
2 stops
Southwest Logo
9:00 am - 9:20 pm
MDW
-
HNL
17h 20m
2 stops
$578Southwest
Thu, Sep 24 - Mon, Sep 28
Alaska Airlines Logo
12:38 pm - 6:20 am
KOA
-
ORD
12h 42m
1 stop
Alaska Airlines Logo
7:20 am - 2:48 pm
ORD
-
KOA
12h 28m
1 stop
$589Alaska Airlines
Sun, Jul 19 - Wed, Aug 12
American Airlines Logo
3:36 pm - 7:06 am
KOA
-
ORD
10h 30m
1 stop
American Airlines Logo
7:00 am - 3:40 pm
ORD
-
KOA
13h 40m
1 stop
$594American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$212
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Lihue to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Chesterton
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $2,717
Business Class flights to Chicagofrom $2,872
Premium Economy Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $334